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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257590Generated: October 25, 2026

Tetrahydrofuran → 1-benzenesulfonyl-N-4-cyclohexyl-1H-pyrrolo[2,3-b]pyridine-4,5-diamine

https://huagongshe.com/reaction/1257590

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant(1-benzenesulfonyl-5-nitro-1H-pyrrolo[2,3-b]pyridin-4-yl)-cyclohexyl-amineHCID 67343455—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product1-benzenesulfonyl-N-4-cyclohexyl-1H-pyrrolo[2,3-b]pyridine-4,5-diamineHCID 67322397103.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

A suspension of (1-benzenesulfonyl-5-nitro-1H-pyrrolo[2,3-b]pyridin-4-yl)-cyclohexyl-amine (10 g, 25.0 mmol) and palladium on carbon (2.7 g, 10%, wet, Degussa, E101 NE/W) in a 3:1 mixture of THF and ethanol (200 ml) was stirred under a hydrogen atmosphere (2-3 balloons) at 50° C. for 13 h. The reaction mixture was cooled to 25° C. then was filtered through Celite. The filtrate was concentrated under reduced pressure to afford crude 1-benzenesulfonyl-N-4-cyclohexyl-1H-pyrrolo[2,3-b]pyridine-4,5-diamine (9.61 g, 100%) as a rose foam. LCMS (Method G, ESI): RT=0.83 min, m+H=371.2. This material was used in subsequent reactions without additional purification or characterization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461328B2
Source datasetuspto-grants-2013_06
ORD IDord-a55e68ae36ec4955a745a55093070871
Source noteuspto-grants-2013_06